100560-59-6

Basic information

• Product Name: 1-Propanone, 2-(1-ethoxyethoxy)-1-phenyl-
• CAS NO: 100560-59-6
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• Mol File: 100560-59-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 2-(1-ethoxyethoxy)-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2-(1-ethoxyethoxy)-1-phenyl-(100560-59-6)
• EPA Substance Registry System: 1-Propanone, 2-(1-ethoxyethoxy)-1-phenyl-(100560-59-6)

Safety Data

• Hazardous Substances Data: 100560-59-6(Hazardous Substances Data)

Upstream product

• 96642-85-2 (S)-N,N-dimethyl-2-(1-ethoxyethoxy)propanamide 
• 591-51-5 phenyllithium 

Downstream Products

• 93397-58-1 1-oxo-1-phenylpropan-2-yl methanesulfonate 
• 37778-99-7 (S)-2-phenyl-1-propanol 
• 5650-40-8 (S)-2-hydroxypropiophenone 
• 40421-52-1 (1R,2S)-1-phenylpropane-1,2-diol 
• 88196-06-9 (1S,2S)-1-phenyl-1,2-propanediol 

Relevant articles and documents

Fluoride Ion Catalyzed Reduction of Aldehydes and Ketones with Hydrosilanes. Synthetic and Mechanistic Aspects and an Application to the Threo-Directed Reduction of α-Substituted Alkanones

Reduction of aldehydes and ketones with hydrosilanes proceeded in the presence of a catalytic amount of tetrabutylammonium fluoride or tris(diethylamino)sulfonium difluorotrimethylsilicate in aprotic polar solvents under mild conditions.A significant isotope effect (kH/kD = 1.50) was observed in competitive reduction of acetophenone with HSiMe2Ph and DSiMe2Ph.The reaction was of first order in the concentration of an aprotic polar solvent HMPA.Reduction of 2-methylcyclohexanone gave cis-2-methylcyclohexanol with selectivities up to 95percent.The kinetic and stereochemical results suggest that a hexavalent fluorosilicate - is involved. α-Alkoxy (acyloxy or dimethylamino) ketones were transformed to threo alcohols in high diastereoselectivities.The reduction was also applied to α-methyl-β-keto amides, RCOCH(MeCONR)2, to afford the corresponding threo alcohols in >98percent selectivity.The threo selectivity is explained in terms of the Felkin-Anh model in which interaction of carbonyl oxygen with a countercation is ideally suppressed.The threo-directed reduction was applied to (R)-1-phenyl-4-(2-tetrahydropyranyloxy)-1-penten-3-one and N-(2-benzoylpropanoyl)piperidine.The resulting threo alcohols were respectively converted into (2R,3S)-2,3-(cyclohexylidenedioxy)butanal, a key intermediate of daunosamine synthesis, and into a pharmacologically useful compound threo-N-(3-hydroxy-2-methyl-3-phenylpropyl)piperidine.